Properties

All All Listings (90)
  • Cozy up by the crackling brick fireplace in our mid-century inspired lounge.
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  • Wake up to peaceful forest views from the comfort of a plush bed.
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Halcyon House- Sauna, Fireplace, Central!

  • 8 guests
  • 4 bedrooms
  • 2 bathrooms
  • Pets allowed
  • Fireplace
  • Air conditioning
  • Cozy up by the wood-burning fireplace for quality time with loved ones. Wood costs $12 per bundle
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  • Soak in the hot tub with mountain views.
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The Big Lebearski- AC, Grill, Fire Pit, Hot tub!

  • 8 guests
  • 4 bedrooms
  • 2 bathrooms
  • Pets allowed
  • Hot tub
  • Fireplace
  • Discover Killington anew! Our spot on Killington Road ensures everything's just a step away.
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  • Experience luxury and charm in our spacious king room.
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DoubleDen- AC, Hot Tub, Fire pit, Grill, Game Room

  • 16 guests
  • 6 bedrooms
  • 4 bathrooms
  • Hot tub
  • Ski in out
  • Fireplace
  • Large dining room with table space for everyone.
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  • Fabulous great room to relax and recharge with friends and family.
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Royalbear-AC, Hot Tub, Grill, FirePit, Gameroom

  • 14 guests
  • 6 bedrooms
  • 3 bathrooms
  • Pets allowed
  • Hot tub
  • Fireplace
  • Sink into our inviting living room, where laughter begins and memories are made.
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  • Welcome to Happy Cub!
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HappyCub- AC, Hot Tub, Fire Pit, Game Room!

  • 8 guests
  • 4 bedrooms
  • 2 bathrooms
  • Pets allowed
  • Hot tub
  • Fireplace
  • Enjoy luxury in our living room with a top-notch TV. Sink into plush sofas, grab a remote, and relax with your favorite shows.
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    4.95 ★
  • Enjoy the view of the golf course on the ground level patio. Walk out with a pet or store bikes easily.
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CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

  • 4 guests
  • 1 bedroom
  • 1 bathroom
  • Ski in out
  • Swimming pool
  • Air conditioning
  • Cozy up in our living room with family and friends around the charming fireplace
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    4.90 ★
  • Cozy up by the fire pit under tall trees with six seats for stories and warmth.
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BearRight- AC, Pool, Hot Tub, Grill, FirePit

  • 8 guests
  • 3 bedrooms
  • 2 bathrooms
  • Pets allowed
  • Hot tub
  • Swimming pool
  • Unwind on the comfy leather couch after a day of adventure.
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    4.90 ★
  • A spacious living room is adorned with two cozy couches. With propane-powered fireplace.
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TreeTops- AC, Pool, Tennis, Close to Resort/Biking

  • 10 guests
  • 4 bedrooms
  • 2 bathrooms
  • Ski in out
  • Swimming pool
  • Fireplace
  • Our main room is the perfect place to gather family or friends
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  • Our backyard
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BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf

  • 8 guests
  • 4 bedrooms
  • 2 bathrooms
  • Hot tub
  • Fireplace
  • Air conditioning
  • Comfortable living room with 'THE BEAST' sign.
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    5.00 ★
  • Open-concept area with dining seating for four.
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Bearathon- pool, Hot tub, Near Bike Park and Golf

  • 6 guests
  • 2 bedrooms
  • 1 bathroom
  • Ski in out
  • Swimming pool
  • Air conditioning
  • Discover Killington anew! Our spot on Killington Road ensures everything's just a step away
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DoubleDen Upper- AC, Fire Pit, Hot tub

  • 8 guests
  • 3 bedrooms
  • 2 bathrooms
  • Hot tub
  • Ski in out
  • Fireplace
  • Our living room
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    4.90 ★
  • Relax in our king bed with new mattress and luxury linens for a cozy night's sleep in style.
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BearLeft- AC, Pool, Hot Tub, Grill, Deck, FirePlace

  • 8 guests
  • 3 bedrooms
  • 2 bathrooms
  • Pets allowed
  • Hot tub
  • Ski in out
  • Swing into relaxation with your favorite drink.
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    4.95 ★
  • Get cozy by the fire inside, stream your favorite shows, and relax.
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SunBear- AC, Pool, Game Room, Fireplace, Hiking!

  • 8 guests
  • 4 bedrooms
  • 2 bathrooms
  • Hot tub
  • Ski in out
  • Swimming pool
  • Perfect spot to unwind with a fireplace and TV.
    All Listings
    5.00 ★
  • Shared Amenity at Spa at the Woods building, hours vary depending on the day and time of year.
    All Listings
    5.00 ★
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SugarBear- Pool, AC, Sauna, Gym, Tennis!

  • 5 guests
  • 2 bedrooms
  • 2 bathrooms
  • Pets allowed
  • Hot tub
  • Swimming pool
  • Sunlit living room perfect for relaxing after a long day of adventures.
    All Listings
    4.90 ★
  • Enjoy the serenity of our king bedroom with a stunning view.
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    4.90 ★
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The Grizz- AC, Pool, Sauna, Gym, Near Resort

  • 6 guests
  • 2 bedrooms
  • 1 bathroom
  • Hot tub
  • Ski in out
  • Swimming pool
  • Our living room
    All Listings
    4.90 ★
  • Experience royal comfort: King bed, luxe linen.
    All Listings
    4.90 ★
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BearTrax- Pool, Hot tub, Gym, Sauna, Near Resort

  • 8 guests
  • 3 bedrooms
  • 2 bathrooms
  • Hot tub
  • Ski in out
  • Swimming pool
  • Spacious and inviting living room, ideal for gatherings.
    All Listings
    4.95 ★
  • Enjoy a soothing hot tub experience with incredible mountain views.
    All Listings
    4.95 ★
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    4.95 ★

ThreeBears- AC, Hot Tub, Views, Fire Pit, Grill

  • 8 guests
  • 4 bedrooms
  • 3 bathrooms
  • Pets allowed
  • Hot tub
  • Fireplace
  • Radiant vibes in the living room.
    All Listings
    5.00 ★
  • Spa at the Woods - Relax in our spacious indoor pool with limited hours for an exclusive experience.
    All Listings
    5.00 ★
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Snowcub- AC, Pool, Hot tub, Tennis, Grill!

  • 6 guests
  • 2 bedrooms
  • 2 bathrooms
  • Pets allowed
  • Hot tub
  • Swimming pool